methyl 3-fluoro-5-methylimidazo[1,2-a]pyrimidine-2-carboxylate | 1255787-74-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: methyl 3-fluoro-5-methylimidazo[1,2-a]pyrimidine-2-carboxylate
• CAS: 1255787-74-6
• 化学式: C₉H₈FN₃O₂
• 分子量: 209.18
• InChiKey: CXYIRGYHSDHLFP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.96
• 重原子数：
  15.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  56.49
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  methyl 2-[(4-methylpyrimidin-2-yl)imino]-3,3,3-trifluoropropanoate 在 亚磷酸三乙酯 作用下， 以 乙醚 为溶剂， 生成 methyl 3-fluoro-5-methylimidazo[1,2-a]pyrimidine-2-carboxylate 、 methyl 3-fluoro-7-methylimidazo[1,2-a]pyrimidine-2-carboxylate
  参考文献：
  名称：

  Synthesis of 3-fluoroimidazo[1,2-a]pyrimidines and 5-fluoroimidazo[2,1-b][1,3]thiazoles via heterocyclization of (N-heteroarylimino)trifluoropyruvates

  摘要：

  Synthesis of 3-fluoroimidazo[1,2-a]pyrimidines and 5-fluoroimidazo[2,1-b][1,3]thiazoles was accomplished via triethyl phosphite-induced heterocyclization of the corresponding N-(heteroarylimino)tri-fluoropyruvates. This method provides a convenient approach to synthesize ring-fluorinated fused imidazoles of biological relevance. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2010.06.019

文献信息

• Phosphite Mediated Heterocyclization of Fluorinated Heteryliminophosphonates and Carboxylates
  作者：Yaroslav Y. Khomutnyk、Yuliya V. Rassukana、Petro P. Onys’ko、Anatoly D. Synytsya

  DOI：10.1080/10426507.2012.743142

  日期：2013.1.1

  Phosphite-induced heterocyclization of (N-heterylimino)-trifluoroethyl phosphonates and carboxylates leads to novel fused imidazoles of biological relevance, bearing fluorine atom and phosphonyl or carboxyl function in neighboring positions of imidazole ring.